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Dichloromethane → N-Nitroaniline

HRID 13508
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인쇄 미리보기

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HRID 13508 반응식
N[C:2]1[CH:7]=[CH:6][C:5](O)=[CH:4][C:3]=1[N+:9]([O-])=O.NC1C=CC(OC2C=CN=C(C(NC)=O)C=2)=CC=1[N+:30]([O-:32])=[O:31].C(=O)([O-])[O-].[Na+].[Na+].C(Cl)Cl>COCCOC.O.O.C(OCC)(=O)C>[N+:30]([NH:9][C:3]1[CH:2]=[CH:7][CH:6]=[CH:5][CH:4]=1)([O-:32])=[O:31]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 37588824-Amino-3-NitrophenolHCID 177564974-(4-amino-3-nitrophenoxy)-N-methylpicolinamide

생성물 1

HCID 61191N-Nitroaniline

시약·촉매·용매 3

HCID 962Water용매
HCID 8857
Ethyl Acetate
용매
HCID 18180031Water 1,2-dimethoxyethane용매

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온도
100 °C

실험 절차

A solution of 5 (1 eq), 6 (1 eq), and sodium carbonate (1.2 eq) in DME/H2O (3:1) was degassed by bubbling argon through the solution for 10 minutes. Pd(II)(dppf)Cl2.MeCl2 (0.1 eq) was added to the reaction solution and the reaction was sealed. The reaction was heated at 100° C. overnight. The reaction was cooled to RT and ethyl acetate and water were added. The organic layer was separated from the aqueous layer. The aqueous layer was washed once more with ethyl acetate. The organic layers were combined, dried (Na2SO4), and concentrated under vacuum to yield the desired product 7. MS: MH+=469

후처리

  1. customby bubbling argon through the solution for 10 minutes
  2. customthe reaction was sealed
  3. temperatureThe reaction was cooled to RT
  4. customThe organic layer was separated from the aqueous layer
  5. washThe aqueous layer was washed once more with ethyl acetate
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-5400e7c09f2848b59735d22fc4de5f55
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728010B2

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